data_2AR # _chem_comp.id 2AR _chem_comp.name "2'-DEOXYARISTEROMYCIN-5'-PHOSPHATE" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C11 H16 N5 O5 P" _chem_comp.mon_nstd_parent_comp_id DA _chem_comp.pdbx_synonyms "[ADENIN-9-YL-3-HYDROXY-CYCLOPENTAN-5-YL]-METHYL-5'-PHOSPHATE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-05-04 _chem_comp.pdbx_modified_date 2021-03-01 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 329.249 _chem_comp.one_letter_code A _chem_comp.three_letter_code 2AR _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1EXL _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal 2AR P P P 0 1 N N N 19.139 6.086 22.989 0.600 -0.240 -4.945 P 2AR 1 2AR OP1 O1P O 0 1 N N N 19.952 5.262 22.066 0.867 -1.682 -5.144 OP1 2AR 2 2AR OP2 O2P O 0 1 N N N 19.765 7.227 23.694 0.030 0.393 -6.310 OP2 2AR 3 2AR OP3 O3P O 0 1 N Y N 17.845 6.630 22.174 1.966 0.506 -4.536 OP3 2AR 4 2AR "O5'" O5* O 0 1 N N N 18.515 5.095 24.102 -0.485 -0.053 -3.771 "O5'" 2AR 5 2AR "C5'" C5* C 0 1 N N N 17.729 5.567 25.209 0.075 -0.632 -2.592 "C5'" 2AR 6 2AR "C4'" C4* C 0 1 N N R 16.257 5.147 25.113 -0.911 -0.487 -1.432 "C4'" 2AR 7 2AR "CX'" CX* C 0 1 N N N 15.588 5.630 23.828 -0.285 -0.990 -0.107 "CX'" 2AR 8 2AR "C1'" C1* C 0 1 N N R 14.250 4.833 23.901 -1.080 -0.251 0.989 "C1'" 2AR 9 2AR N9 N9 N 0 1 Y N N 13.451 4.941 22.613 -0.190 0.112 2.094 N9 2AR 10 2AR C4 C4 C 0 1 Y N N 12.090 5.261 22.509 -0.319 -0.279 3.403 C4 2AR 11 2AR N3 N3 N 0 1 Y N N 11.219 5.540 23.517 -1.180 -1.035 4.076 N3 2AR 12 2AR C2 C2 C 0 1 Y N N 9.995 5.791 23.049 -1.033 -1.231 5.369 C2 2AR 13 2AR N1 N1 N 0 1 Y N N 9.593 5.790 21.787 -0.040 -0.700 6.058 N1 2AR 14 2AR C6 C6 C 0 1 Y N N 10.468 5.519 20.809 0.870 0.069 5.471 C6 2AR 15 2AR N6 N6 N 0 1 N N N 10.033 5.531 19.449 1.907 0.622 6.201 N6 2AR 16 2AR C5 C5 C 0 1 Y N N 11.789 5.237 21.170 0.752 0.313 4.092 C5 2AR 17 2AR N7 N7 N 0 1 Y N N 12.897 4.924 20.397 1.470 1.016 3.184 N7 2AR 18 2AR C8 C8 C 0 1 Y N N 13.839 4.760 21.274 0.917 0.902 2.012 C8 2AR 19 2AR "C2'" C2* C 0 1 N N N 14.828 3.409 24.103 -1.656 1.017 0.336 "C2'" 2AR 20 2AR "C3'" C3* C 0 1 N N S 15.972 3.636 25.169 -1.191 1.006 -1.134 "C3'" 2AR 21 2AR "O3'" O3* O 0 1 N N N 15.470 3.405 26.491 -2.222 1.505 -1.988 "O3'" 2AR 22 2AR HOP2 2HOP H 0 0 N N N 19.243 7.755 24.286 0.709 0.259 -6.986 HOP2 2AR 23 2AR HOP3 3HOP H 0 0 N N N 17.323 7.158 22.766 1.749 1.440 -4.416 HOP3 2AR 24 2AR "H5'" 1H5* H 0 1 N N N 17.779 6.655 25.255 1.006 -0.121 -2.344 "H5'" 2AR 25 2AR "H5''" 2H5* H 0 0 N N N 18.149 5.181 26.138 0.277 -1.689 -2.767 "H5''" 2AR 26 2AR "H4'" H4* H 0 1 N N N 15.694 5.558 25.951 -1.838 -1.018 -1.647 "H4'" 2AR 27 2AR "HX'1" 1HX* H 0 0 N N N 15.539 6.719 23.813 0.769 -0.723 -0.058 "HX'1" 2AR 28 2AR "HX'2" 2HX* H 0 0 N N N 16.241 5.398 22.986 -0.412 -2.068 -0.010 "HX'2" 2AR 29 2AR "H1'" H1* H 0 1 N N N 13.750 5.140 24.820 -1.889 -0.883 1.354 "H1'" 2AR 30 2AR H2 H2 H 0 1 N N N 9.185 6.040 23.736 -1.751 -1.850 5.886 H2 2AR 31 2AR H61 1H6 H 0 1 N N N 9.083 5.817 19.257 1.976 0.449 7.153 H61 2AR 32 2AR H62 2H6 H 0 1 N N N 10.642 5.266 18.689 2.568 1.179 5.760 H62 2AR 33 2AR H8 H8 H 0 1 N N N 14.805 4.527 20.825 1.282 1.365 1.106 H8 2AR 34 2AR "H2''" 2H2* H 0 0 N N N 14.078 2.710 24.476 -2.744 1.000 0.384 "H2''" 2AR 35 2AR "H2'" 1H2* H 0 1 N N N 15.104 3.060 23.108 -1.273 1.904 0.842 "H2'" 2AR 36 2AR "H3'" H3* H 0 1 N N N 16.879 3.038 25.083 -0.281 1.595 -1.251 "H3'" 2AR 37 2AR "HO3'" H3T H 0 0 N Y N 15.294 2.472 26.525 -2.393 2.417 -1.717 "HO3'" 2AR 38 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal 2AR P OP1 DOUB N N 1 2AR P OP2 SING N N 2 2AR P OP3 SING N N 3 2AR P "O5'" SING N N 4 2AR OP2 HOP2 SING N N 5 2AR OP3 HOP3 SING N N 6 2AR "O5'" "C5'" SING N N 7 2AR "C5'" "C4'" SING N N 8 2AR "C5'" "H5'" SING N N 9 2AR "C5'" "H5''" SING N N 10 2AR "C4'" "CX'" SING N N 11 2AR "C4'" "C3'" SING N N 12 2AR "C4'" "H4'" SING N N 13 2AR "CX'" "C1'" SING N N 14 2AR "CX'" "HX'1" SING N N 15 2AR "CX'" "HX'2" SING N N 16 2AR "C1'" N9 SING N N 17 2AR "C1'" "C2'" SING N N 18 2AR "C1'" "H1'" SING N N 19 2AR N9 C4 SING Y N 20 2AR N9 C8 SING Y N 21 2AR C4 N3 SING Y N 22 2AR C4 C5 DOUB Y N 23 2AR N3 C2 DOUB Y N 24 2AR C2 N1 SING Y N 25 2AR C2 H2 SING N N 26 2AR N1 C6 DOUB Y N 27 2AR C6 N6 SING N N 28 2AR C6 C5 SING Y N 29 2AR N6 H61 SING N N 30 2AR N6 H62 SING N N 31 2AR C5 N7 SING Y N 32 2AR N7 C8 DOUB Y N 33 2AR C8 H8 SING N N 34 2AR "C2'" "C3'" SING N N 35 2AR "C2'" "H2''" SING N N 36 2AR "C2'" "H2'" SING N N 37 2AR "C3'" "O3'" SING N N 38 2AR "C3'" "H3'" SING N N 39 2AR "O3'" "HO3'" SING N N 40 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor 2AR SMILES ACDLabs 10.04 "O=P(O)(O)OCC3CC(n1c2ncnc(c2nc1)N)CC3O" 2AR SMILES_CANONICAL CACTVS 3.341 "Nc1ncnc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)C3" 2AR SMILES CACTVS 3.341 "Nc1ncnc2n(cnc12)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)C3" 2AR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@@H]3C[C@@H]([C@H](C3)O)COP(=O)(O)O)N" 2AR SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3CC(C(C3)O)COP(=O)(O)O)N" 2AR InChI InChI 1.03 "InChI=1S/C11H16N5O5P/c12-10-9-11(14-4-13-10)16(5-15-9)7-1-6(8(17)2-7)3-21-22(18,19)20/h4-8,17H,1-3H2,(H2,12,13,14)(H2,18,19,20)/t6-,7-,8+/m1/s1" 2AR InChIKey InChI 1.03 CPNSCNMQNFIEIV-PRJMDXOYSA-N # # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 2AR "SYSTEMATIC NAME" ACDLabs 10.04 "[(1R,2S,4R)-4-(6-amino-9H-purin-9-yl)-2-hydroxycyclopentyl]methyl dihydrogen phosphate" 2AR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R,2S,4R)-4-(6-aminopurin-9-yl)-2-hydroxy-cyclopentyl]methyl dihydrogen phosphate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2AR "Create component" 2000-05-04 RCSB 2AR "Modify descriptor" 2011-06-04 RCSB 2AR "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 2AR _pdbx_chem_comp_synonyms.name "[ADENIN-9-YL-3-HYDROXY-CYCLOPENTAN-5-YL]-METHYL-5'-PHOSPHATE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##